Hebra Téo, Eparvier Véronique, Touboul David
Université Paris-Saclay, CNRS, Institut de Chimie des Substances Naturelles, UPR 2301, 91198 Gif-sur-Yvette, France.
LCM, CNRS, Ecole Polytechnique, Institut Polytechnique de Paris, Route de Saclay, 91120 Palaiseau, France.
J Fungi (Basel). 2023 Jan 24;9(2):156. doi: 10.3390/jof9020156.
Azaphilones are microbial specialized metabolites employed as yellow, orange, red or purple pigments. In particular, yellow azaphilones react spontaneously with functionalized nitrogen groups, leading to red azaphilones. In this study, a new two-step solid-state cultivation process to produce specific red azaphilones pigments was implemented, and their chemical diversity was explored based on liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS) and a molecular network. This two-step procedure first implies a cellophane membrane allowing accumulating yellow and orange azaphilones from a SNB-CN111 strain, and second involves the incorporation of the desired functionalized nitrogen by shifting the culture medium. The potential of this solid-state cultivation method was finally demonstrated by overproducing an azaphilone with a propargylamine side chain, representing 16% of the metabolic crude extract mass.
氮杂环庚三烯酮是用作黄色、橙色、红色或紫色色素的微生物特殊代谢产物。特别是,黄色氮杂环庚三烯酮会与官能化氮基团自发反应,生成红色氮杂环庚三烯酮。在本研究中,实施了一种新的两步固态培养工艺来生产特定的红色氮杂环庚三烯酮色素,并基于液相色谱-串联质谱(LC-MS/MS)和分子网络对其化学多样性进行了探索。这个两步程序首先意味着使用一张玻璃纸膜从SNB-CN111菌株中积累黄色和橙色氮杂环庚三烯酮,其次是通过改变培养基引入所需的官能化氮。最终,通过过量生产一种带有炔丙胺侧链的氮杂环庚三烯酮(占代谢粗提物质量的16%),证明了这种固态培养方法的潜力。